Vacation rentals in Oakland

Mountain Air Oasis with Hot Tub

Relax with the whole family or friends at this peaceful private 2 acre property, close to Maryland's natural attractions! A family-friendly three bedroom home 1,380 sq. ft secluded in a rural neighborhood. Wildlife to watch and enjoy! Relax with a campfire or soak in the hot tub! We are located approximately 30 minutes from Swallow Falls State Park, Deep Creek Lake, and Black Water Falls State Park. We are also within 10 minutes of two wedding venues (The White Barn, and Twin Tales Event Farm).

Dancing Bears

***PLEASE NO PETS*** Meticulously maintained authentic log cabin in the woods getaway! Our 800 sf cabin has two bedrooms, one bathroom and large bonus 3rd bedroom/loft area (queen bed, two cots, kids' play area, TV and home office space). Our location is secluded yet conveniently located to all of the activities Deep Creek Lake has to offer. The property backs up to 65 wooded acres at the end of a private road. Peaceful setting with a stream, fire pit, picnic table, and horse shoe pit.

The View

Spacious, clean, modern basement efficiency apartment. Private entrance, private bath w/shower, private kitchenette with full size fridge & microwave (no stove), 1 queen size bed. Pool table, bar area and living room space with large TV equipped with satellite service. More space than a hotel room. View of Deep Creek Lake from front lawn in the distance, 11 Miles to Wisp, 6 miles to Deep Creek State Park and 1 mile to Thousand Acres Golf Course. NO Smoking, No Pets. We now have WIFI!!

1BR Romantic Couples Getaway!

Looking for a relaxing getaway with your significant other? We have you covered! Deep Creek Charm is nestled in the woods just a few minutes from Deep Creek Lake and all it has to offer! Enjoy the summer nights with the newly added outdoor firepit or soaking in the hot tub. For the colder evenings you can sit in by the cozy indoor fireplace and read a good book or watch tv on the large flat screen. You'll leave relaxed and ready to come back again in the future. Hope to see you soon!

Boulder Ridge Cabin, close to Deep Creek, Maryland

Boulder Ridge Cabin is surrounded by woods, but within 15 minutes of Deep Creek Lake, swimming, boating, hiking, shopping, restaurants, Wisp Resort with skiing, snowboarding, mountain coaster, whitewater rafting at Adventure Sports Center International, rock climbing, hiking. Swallow Falls State Park and Herrington Manor State Park are about 15 minutes drive. Piney Mountain State Forest is within walking distance. Mountain biking and fishing are also close by.

Lake View Loft Lodge on Deep Creek Lake

Seconds away from the lake, Trader's Coffee House, Brenda's Pizzeria, High Mountain Sports, and minutes away from Wisp Ski Resort, entertainment, shopping, food, and anything else you could want. Just eight miles south of Deep Creek Lake is historic Oakland, MD. Oakland is known for its small-town feel with local restaurants, small businesses, and popular festivals. Taking the time to visit Downtown Oakland is a must-see on your to-do list at Deep Creek Lake.

Pet friendly-Cottage in the Woods

Tucked conveniently between Swallow Falls State Park and Deep Creek Lake, this recently renovated 2 bd cottage has everything you need for a weekend getaway or a much needed week(s) long vacation!  Inside you will find a completely stocked kitchen, open living/dining area,  full size bathroom, 2 bedrooms and a cozy nook with sleeper sofa and desk.  Relax and unwind in the spacious backyard or charming balcony. *pets stay free

Romantic Getaway In The Pines. Hot Tub! King Bed!

(Recently upgraded!) This cozy, romantic cabin is perfect for couples. Relax in the hot tub under the stars, cozy up by the fire, or watch the outdoor TV from the fire pit. Inside, enjoy a plush lounger, king bed, fireplace, and well-equipped kitchen. Just minutes from Deep Creek Lake, this retreat offers privacy, comfort, and romance. Perfect for anniversaries, honeymoons, or peaceful weekend getaways.

Incredible Cozy Cabin Immersed in Nature

Truly get away for a relaxing vacation with this newly built cabin nestled in the woods of Yough River Resort. The cabin rests deep into the resort providing you seclusion but incredibly close to some of the best national parks Western MD has to offer. This is the perfect compromise of being immersed in nature but still getting a clean, good night's rest and relaxing in comfort.